Form 4: Chegg Executive Chairman's RSU Tax Withholding

Chegg's Executive Chairman, Daniel Rosensweig, reported the withholding of 6,337 common shares for tax obligations related to RSU vesting.

Summary

• Daniel Rosensweig, Executive Chairman and Director of Chegg, Inc. (CHGG), reported a transaction on December 12, 2025.
• 6,337 shares of Common Stock were disposed of at a price of $0.92 per share.
• This transaction was an exempt withholding by the Issuer to cover federal and state tax liabilities arising from the vesting and settlement of Restricted Stock Units (RSUs).
• The reporting person did not sell these shares; they were cancelled by the Issuer in accordance with the RSU agreement.
• Following this transaction, Daniel Rosensweig directly beneficially owns 7,525,075 shares of Common Stock.
• Additionally, he indirectly beneficially owns 25,000 shares through The Rosensweig Family Revocable Trust and 24,842 shares through The Rosensweig 2012 Irrevocable Children's Trust.

Sentiment

Score: 5

Explanation: The filing reports a routine, non-discretionary tax withholding transaction related to RSU vesting, which is a neutral event and does not indicate a change in insider sentiment or company performance.

Positives

• The transaction was a tax withholding, not a discretionary sale by the insider, indicating no change in investment sentiment.
• Daniel Rosensweig retains substantial direct and indirect beneficial ownership of Chegg, Inc. common stock, totaling 7,574,917 shares (7,525,075 direct + 25,000 indirect + 24,842 indirect).

Negatives

• No specific negatives identified as this is a routine, non-discretionary tax-related transaction.

Risks

• No specific risks are mentioned in this Form 4 filing.

Future Outlook

NA

Industry Context

NA

Related Party Transactions

• Daniel Rosensweig indirectly holds 25,000 shares through The Rosensweig Family Revocable Trust U/A/D 03-12-07, where he is a Co-Trustee.
• Daniel Rosensweig indirectly holds 24,842 shares through The Rosensweig 2012 Irrevocable Children's Trust U/A/D 11-06-12, where he is a Co-Trustee.

Stakeholder Impact

• Shareholders: Minimal impact as the transaction is a routine tax withholding and not a discretionary sale, indicating no change in insider confidence. The overall beneficial ownership remains substantial.

Key Dates

Keywords

Chegg, CHGG, Daniel Rosensweig, Form 4, Insider Transaction, RSU, Restricted Stock Units, Tax Withholding, Beneficial Ownership, Executive Chairman, Director